Photoprotective personal care composition

ABSTRACT

The invention relates to a photoprotective personal care composition that provides enhanced stability of the UV-A sunscreen present therein. The present inventors have found that it is possible to enhance stability of the UV-A sunscreen of the dibenzoylmethane group by including certain compounds of the chalcone group.

FIELD OF THE INVENTION

The invention relates to a photoprotective personal care compositionthat provides enhanced stability of the UV-A sunscreen present therein.

BACKGROUND OF THE INVENTION

Solar radiation includes ultraviolet (UV) radiation, wavelength of whichis between 200 nm and 400 nm. Exposure of skin to UV-A (320 to 400 nm)and UV-B (290 to 320 nm) causes various problems like reddening of theskin, localized irritation, sunburn, melanoma and formation of wrinkles.UV radiation is also known to cause damage to hair. Therefore, it isdesirable to protect the skin and other keratinous substrates of thehuman body from the harmful effects of both UV-A and UV-B radiation.

Cosmetic compositions comprising sunscreen agents are used to protectthe skin against UV radiation. The most commonly used UV-A sunscreen isof the dibenzoylmethane class. They are often used along with UV-Bsunscreens to get wide spectrum sunscreen protection. It has beenreported that stability of dibenzoylmethane compounds in sunscreencompositions is low when applied to the skin and exposed to solarradiation. The stability is poorer when an oil-soluble UV-B organicsunscreen especially from the class of cinnamic acid, is included.

Synthetic sunscreen stabilizers have been reported to solve thisproblem, e.g. as disclosed in EP 0514491 (L'Oreal, 1991) and morerecently in US2009/039322 (Hallstar).

While the above references are directed to improving stability ofsunscreen containing compositions, it is desirable to use stabilizersthat are available in nature or extractable from natural sources likeplants that the consumers consider to be milder and therefore isexpected to have less irritation and allergenic potential when appliedon the skin. Stabilisers which are available in nature or extractablefrom natural sources is also expected to be widely available andtherefore can be provided to the consumers at low cost. Topicalcompositions comprising extracts from plant material are known forvarious purposes.

The present inventors have found that it is possible to enhancestability of the UV-A sunscreen of the dibenzoylmethane group byincluding certain compounds of the chalcone group.

U.S. Pat. No. 5,952,391 (Beiersdorf, 1999) discloses use of flavonederivatives and flavanone derivatives, in particular flavonoids forstabilizing cosmetic or dermatologically acceptable substances, thechemical formula of which includes the structural moiety ofdibenzoylmethane, against the decomposition caused by UV radiation.

U.S. Pat. No. 4,867,964 (L'Oreal, 1989) discloses a cosmetic compositioncontaining 2-hydroxylated chalcone derivatives and its use forprotecting the skin and the hair against luminous radiations, new2-hydroxylated chalcone derivatives and a process for their preparation.

These publications have not disclosed use of actives claimed in thepresent invention or natural extracts comprising the actives forstabilizing UV-A sunscreens.

It is thus an object of the present invention to obviate the drawbacksof the prior art and provide a highly photostable sunscreen compositionwhile ensuring prolonged efficacy of the UV-A organic sunscreen usedtherein.

Another object of the present invention is to achieve the above objectwhile additionally keeping costs low.

SUMMARY OF THE INVENTION

The present invention relates to a photostable sunscreen compositioncomprising

-   -   (i) 0.1 to 10% by weight of dibenzoylmethane or its derivative;    -   (ii) 0.1 to 10% by weight of a chalcone compound of the formula:

-   -   where R1 is selected from    -   a H atom,    -   a glucose unit,

-   -   or an isoprene unit;    -   R2 is selected from a H atom or a glucose unit;    -   R3 and R4 are each independently selected from a H atom or an        aryl group; and    -   (iii) a cosmetically acceptable base.

DETAILED DESCRIPTION OF THE INVENTION

These and other aspects, features and advantages will become apparent tothose of ordinary skill in the art from a reading of the followingdetailed description and the appended claims. For the avoidance ofdoubt, any feature of one aspect of the present invention may beutilised in any other aspect of the invention. The word “comprising” isintended to mean “including” but not necessarily “consisting of” or“composed of.” In other words, the listed steps or options need not beexhaustive. It is noted that the examples given in the description beloware intended to clarify the invention and are not intended to limit theinvention to those examples per se. Similarly, all percentages areweight/weight percentages unless otherwise indicated. Except in theoperating and comparative examples, or where otherwise explicitlyindicated, all numbers in this description and claims indicating amountsof material or conditions of reaction, physical properties of materialsand/or use are to be understood as modified by the word “about”.Numerical ranges expressed in the format “from x to y” are understood toinclude x and y. When for a specific feature multiple preferred rangesare described in the format “from x to y”, it is understood that allranges combining the different endpoints are also contemplated.

By “A Sunscreen Composition” as used herein, is meant to include acomposition for topical application to sun-exposed areas of the skinand/or hair of mammals, especially humans. Such a composition may begenerally classified as leave-on or rinse off, and includes any productapplied to a human body for also improving appearance, cleansing, odorcontrol or general aesthetics. It is more preferably a leave-on product.The composition of the present invention can be in the form of a liquid,lotion, cream, foam, scrub, gel, or toner, or applied with an implementor via a face mask, pad or patch. Non-limiting examples of suchsunscreen compositions include leave-on skin lotions, creams,antiperspirants, deodorants, lipsticks, foundations, mascara, sunlesstanners and sunscreen lotions. “Skin” as used herein is meant to includeskin on the face and body (e.g., neck, chest, back, arms, underarms,hands, legs, buttocks and scalp) and especially to the sun exposed partsthereof. The composition of the invention is also of relevance toapplications on any other keratinous substrates of the human body otherthan skin e.g. hair where products may be formulated with specific aimof providing photoprotection.

An advantage of the present invention is that inclusion of the chalconecompound according to the invention ensures that the UV-A sunscreen doesnot get much degraded in the presence of UV radiation thereby providingUV-protection for long period of time to the substrate of interest.

The photostable sunscreen composition of the invention comprises UV-Asunscreen dibenzoylmethane or its derivative; the chalcone compoundsunscreen stabliser and a cosmetically acceptable base.

The sunscreen composition of the invention comprises a UV-A sunscreenwhich is a dibenzoylmethane or its derivatives. Preferreddibenzoylmethane derivatives are selected from4-tert-butyl-4′-methoxydibenzoylmethane, 2-methyldibenzoylmethane,4-methyl-dibenzoyl-methane, 4-isopropyldibenzoyl-methane,4-tert-butyldibenzoylmethane, 2,4-dimethyldibenzoylmethane,2,5-dimethyldibenzoylmethane, 4,4′-diisopropyl-dibenzoylmethane,2-methyl-5-isopropyl-4′-methoxydibenzoylmethane,2-methyl-5-tert-butyl-4′-methoxy-dibenzoyl methane,2,4-dimethyl-4′-methoxy dibenzoylmethane or2,6-dimethyl-4-tert-butyl-4′-methoxydibenzoylmethane. The most preferreddibenzoylmethane derivative is 4-tert.-butyl-4′-methoxydibenzoylmethane.The composition of the invention comprises 0.1 to 10%, more preferably0.2 to 5%, further more preferably, 0.4 to 3%, by weightdibenzoylmethane or a derivative thereof based on total weight of thecomposition and including all ranges subsumed therein.

The chalcone compound is present in 0.1 to 10%, more preferably 0.1 to5%, further more preferably 0.2 to 3% by weight of the sunscreencomposition.

The chalcone compound sunscreen stabiliser has the formula

where R1 is selected from

-   -   (a) a H atom,    -   (b) a glucose unit,

-   -   or    -   (c) an isoprene unit;        R2 is selected from a H atom or a glucose unit;        R3 and R4 are each independently selected from a H atom or an        aryl group.

When the R1 in the chalcone compound is an isoprene unit, it is selectedfrom

It is preferred that R3 and R4 are each a H atom.

The most preferred chalcone compounds for use as a sunscreen stabiliserin the composition of the present invention are:

-   (a) butein where R1, R2, R3 and R4 are each a hydrogen atom; or-   (b) monospermoside where R1 is a glucose unit and R2, R3 and R4 are    each a hydrogen atom.

Thus the structures of butein and monospermoside are as follows:

The butein and monospermoside may be isolated from aqueous extract ofthe flower of Butea monosperma. Aqueous extract from flowers of Buteamonosperma contain many compounds like dihydromonospermoside, butein,monospermoside, isoliquiritigenin, 7,3′,4′-trihydroxyflavone, fourflavanones, butin, butrin, isomonospermoside, liquiritigenin,formononetin, afrormosin and formononetin-7-O-beta-D-glucopyranoside. Ofthe various compounds listed above, the present inventors havedetermined that only the chalcones fitting the structure claimed in thepresent invention act as good sunscreen stabilisers, of which butein andmonospermoside are the best ones.

Butea monosperma is a species of Butea native to tropical andsub-tropical parts of the Indian Subcontinent and Southeast Asia. Commonnames include Palash, Dhak, Palah, Flame of the Forest, and BastardTeak.

It is a medium sized dry season-deciduous tree, growing to about 15 mhigh. It is a slow growing tree. It is used for timber, resin, fodder,medicine, and dye. The gum from the tree is used in certain food dishes.The gum is also known as Bengal Kino and is considered valuable bydruggists because of its astringent qualities and by leather workersbecause of its tannin.

The sunscreen composition preferably additionally comprises a UV-Borganic sunscreen selected from the class of cinnamic acid, salicylicacid, diphenyl acrylic acid or derivatives thereof. Illustrativenon-limiting example of UV-B sunscreens which are commercially availableand useful for inclusion in the composition of the invention areOctisalate™, Homosalate™, NeoHelipan™, Octocrylene™, Oxybenzone™ orParsol MCX™. The UV-B sunscreen is most preferably2-ethyl-hexyl-4-methoxy cinnamate which is commercially available asParsol MCX. The UV-B organic sunscreen is preferably included in 0.1 to10%, more preferably 0.1 to 7% by weight of the composition. It has beenobserved that presence of an organic UV-B sunscreen like2-ethyl-hexyl-4-methoxy cinnamate causes further rapid degradation ofthe UV-A dibenzoylmethane sunscreen in the presence of UV radiation. Thepresence of the chalcone compound sunscreen stabiliser is found to bevery efficacious in stabilizing the sunscreen composition even when UV-Bsunscreens are present.

The composition of the invention comprises a cosmetically acceptablebase. The cosmetically acceptable bases are such as to have a product inpreferably a cream, lotion, gel or emulsion format, more preferably anemulsion format. The cosmetically acceptable base may be an oil-in-wateremulsion or a water-in-oil emulsion. The chalcone compound sunscreenstabilisers are found to be more efficacious in stabilising sunscreenwhen present in water-in-oil emulsions.

An especially useful water-in-oil emulsion is one which comprisessilicone oils. A highly suitable silicone based emulsion is one whichcontains 5-50% silicone elastomer blend swollen in suitable volatilesilicone or volatile organic alternates. Silicone elastomers differ fromlinear polymers because of cross-linking. Many silicone elastomers aremade from linear silicone polymers that contain reactive sites along thepolymer chain. Elastomers have very different physical and chemicalproperties from linear polymers, and the properties of elastomers dependvery much on the number of cross-links. An elastomer with a relativelysmall number of cross-links will be very soft and will swellsignificantly in the presence of a compatible solvent. As the number ofcross-links increases, the hardness of the elastomer increases, and theelastomer will swell to a lesser extent in the presence of volatilesilicone or volatile organic alternates.

A suitable silicone elastomers for use in the composition of theinvention is DC 9045, a dimethicone crosspolymer commercially availablefrom Dow Corning. DC 9045 is chemically a blend of cyclopentasiloxaneswelling agent and dimethicone crosspolymer. The swelling agent is mostpreferably a silicone fluid or a functional silicone fluid. Swellingagent is most preferably low molecular weight silicone oil whichincludes (i) low molecular weight linear and cyclic volatile methylsiloxanes, (ii) low molecular weight linear and cyclic volatile andnon-volatile alkyl and aryl siloxanes, and (iii) low molecular weightlinear and cyclic functional siloxanes. Most preferred, however, are lowmolecular weight linear and cyclic volatile methyl siloxanes (VMS). By“low molecular weight” in the this paragraph is meant a compound havinga molecular weight from 1000 to 9000. The preferred swelling agents arevolatile silicones are (a) decamethyl cyclopentasiloxane (commerciallyknown as D₅ available from Dow Corning DC245); (b) dodecamethylcyclohexasiloxane (commercially known as D₆ and available from Dowcorning); (c) TMF-1.5 (INCI: Methyl Trimethicone); (d) DM-Fluids-A₆(INCI: Dimethicone); (e) DM-Fluid-2cs (INCI: Dimethicone); (f) SF1000N1(INCI: Trisiloxane (1 cSt); (g) SF1000N1.5 (INCI: Dimethicone (1.5 cSt);(h) SF1000N2 (INCI: Dimethicone (2 cSt); and DM-Fluid-5 cSt (INCI:Dimethicone). Most preferred volatile silicones are (a) decamethylcyclopentasiloxane (commercially known as D5 available from Dow CorningDC245; (b) DM-Fluid-2cs; and (c) DM-Fluid ˜5 cst (INCI: Dimethicone).The volatile silicone is preferably present in 10 to 23%, morepreferably in 19 to 22% by weight of the composition.

Other swelling agents such as, volatile organic alternates to volatilesilicones which are ester emmolints; include PPG-3 Benzyl EtherEthylhexanoate (Crodamol SFX); PPG-3 Benzyl Myristate[9-11] (CrodamolSTS); Propanediol Dicaprylate/Diisostearyl Malate (Pelemol D5RV);Caprylic/Capric Triglycerides (Crodamol GTCC or CCT); Ethyl HexylHydroxy Stearate (EHHS) show solubility parameters of ˜18.1-18.8 MPa^(1/2). Most of these ester emollients also have potential as thealternative to decamethylcyclopentasiloxane (D₅) due to theirexceptional spreading properties, sensory, and solubility/miscibility ina wide range of cosmetic raw materials. These solvents were thereforeselected to develop miscible cosolubilized oil phase for water-in-oilformulations.

Other useful silicone elastomer blends which may be used in the presentinvention are commercially available as DC 9027 (a blend of an ultrahigh viscosity dimethiconol and silicone elastomer incyclopentasiloxane) available from Dow Corning DC 9546 (a blend of highmolecular weight silicone elastomer, cyclopentasiloxane and a highmolecular weight linear silicone polymer) available from Dow Corning,EL8050 (a blend of high molecular weight polyglycol-modified siliconeelastomer in isododecane) available from Dow Corning and EL8051 (a blendof high molecular weight polyglycol-modified silicone elastomer inisodecyl neopentanoate) available from Dow Corning.

The composition preferably comprises 10 to 70%, more preferably 30 to50% water by weight of the composition.

The water-in-oil emulsion is preferably emulsified with a non-ionicsurfactant having an HLB value of at most 6. Suitable non-ionicsurfactants falling within this criteria are:

The water-in-oil emulsion is preferably emulsified with a non-ionicsurfactant having an HLB value of at most 6. Suitable non-ionicsurfactants falling within this criteria are:

Dimethicone copolyol; PEG-11 methyl ether dimethicone PEG/PPG-20/22Butyl ether dimethicone; PEG-9 dimethicone; PEG-3 dimethicone; PEG-9methyl ether dimethicone; PEG-10 dimethicone, PEG-10 dimethicone; PEG-32methyl ether dimethicone; Sorbitan Monooleate; •Glyceryl Monooleate;•Lanolin & Lanolin Alcohols Glycol Distearate HLB=1 Sorbitan TrioleateHLB=1.8 Propylene Glycol Isostearate HLB=2.5 Glycol Stearate HLB=2.9Sorbitan Sesquioleate HLB=3.7 Glyceryl Stearate HLB=3.8 Lecithin HLB=4Lecithin (HLB approx. 4.0) Sorbitan Oleate HLB=4.3 Sorbitan Stearate(HLB 47): Sorbitan Monostearate NF HLB=4.7 Sorbitan Stearate HLB=4.7Sorbitan Isostearate HLB=4.7 Steareth-2 HLB=4.9 Oleth-2 HLB=4.9 GlycerylLaurate HLB=5.2 Polyglyceryl Oleate (HLB 5.0); Ceteth-2 HLB=5.3 PEG-30Dipolyhydroxystearate HLB=5.5 Glyceryl Stearate SE HLB=5.8 SorbitanStearate (and) Sucrose Cocoate HLB=6 PEG-4 Dilaurate HLB=6

The cosmetically acceptable base is usually from 10 to 99%, preferablyfrom 50 to 99% by weight of the composition. The cosmetically acceptablebase preferably includes water. Water is preferably included in 35 to90%, more preferably 50 to 85%, further more preferably 50 to 80% byweight of the composition.

Other useful sun-protective agents e.g. inorganic or organic particulatesun-blocks may be preferably used in the composition of the presentinvention. These include, for example, polystyrene particles which ascoated or uncoated with inorganic materials, zinc oxide, iron oxide,silica, such as fumed silica, or titanium dioxide. The total amount ofsun block that is preferably incorporated in the composition accordingto the invention is from 0.1 to 5% by weight of the composition.

The composition of the invention may additionally comprise a skinlightening agent. The skin lightening agent is preferably chosen from avitamin B3 compound or its derivative e.g. niacin, nicotinic acid,niacinamide or other well known skin lightening agents e.g. aloeextract, ammonium lactate, azelaic acid, kojic acid, citrate esters,ellagic acid, glycolic acid, green tea extract, hydroquinone, lemonextract, linoleic acid, magnesium ascorbyl phosphate, vitamins likevitamin B6, vitamin B12, vitamin C, vitamin A, a dicarboxylic acid,resorcinol derivatives, hydroxycarboxylic acid like lactic acid andtheir salts e.g. sodium lactate, and mixtures thereof. Vitamin B3compound or its derivative e.g. niacin, nicotinic acid, niacinamide arethe more preferred skin lightening agent as per the invention, mostpreferred being niacinamide. Niacinamide, when used, is preferablypresent in an amount in the range of 0.1 to 10%, more preferably 0.2 to5% by weight of the composition.

The composition according to the invention may also comprise otherdiluents. The diluents act as a dispersant or carrier for othermaterials present in the composition, so as to facilitate theirdistribution when the composition is applied to the skin. Diluents otherthan water can include liquid or solid emollients, solvents, humectants,thickeners and powders.

The composition of the invention may comprise a conventional deodourantbase as the cosmetically acceptable carrier. By a deodorant is meant aproduct in the stick, roll-on, or propellant medium which is used forpersonal deodorant benefit e.g. application in the under-arm or anyother area which may or may not contain anti-perspirant actives.Deodorant compositions can generally be in the form of firm solids, softsolids, gels, creams, and liquids and are dispensed using applicatorsappropriate to the physical characteristics of the composition.

The compositions of the present invention can comprise a wide range ofother optional components. The CTFA Cosmetic Ingredient Handbook, SecondEdition, 1992, which is incorporated by reference herein in itsentirety, describes a wide variety of non-limiting cosmetic andpharmaceutical ingredients commonly used in the skin care industry,which are suitable for use in the compositions of the present invention.Examples include: antioxidants, binders, biological additives, bufferingagents, colorants, thickeners, polymers, astringents, fragrance,humectants, opacifying agents, conditioners, exfoliating agents, pHadjusters, preservatives, natural extracts, essential oils, skinsensates, skin soothing agents, and skin healing agents.

According to a preferred aspect of the present invention there isprovided a composition where the chalcone compounds are included as anextract of flowers of Butea monosperma. A preferred process to preparethe extract comprises the steps of

-   (a) extracting flowers of Butea monosperma with water at a    temperature in the range of 20 to 40° C.;-   (b) concentrating the aqueous extract to dryness to prepare a dry    powder;-   (c) dissolving the dry powder in a hydroalcoholic solution;-   (d) extracting the desired extract with diethyl ether.

According to yet another aspect of the present invention there isprovided a A method of stabilizing a dibenzoylmethane or its derivativeby including a chalcone compound of the formula:

-   -   where R1 is selected from    -   a H atom,    -   a glucose unit,

-   -   or an isoprene unit;    -   R2 is selected from a H atom or a glucose unit;    -   R3 and R4 are each independently selected from a H atom or an        aryl group;    -   in a sunscreen composition comprising the dibenzoylmethane or        its derivative.

The invention is now further described by way of the followingnon-limiting examples.

EXAMPLES Example 1 to 5 Photostability of UVA-Sunscreen Parsol 1789 inPresence of Various Fractions of Butea monosperma

Fraction 1:

100 of dry Butea monosperma flowers were extracted with 800 mL water atroom temperature under the vacuum (800 mbarr) for 24 hours. ˜730 mL ofaqueous extract was separated from the flowers. The aqueous extract wasevaporated to dryness to obtain ˜25 g of solids. This solid wasdissolved in 200 mL water and passed through column packed with MCI gel.The MCI bed was rinsed with water to remove un-adsorbed sugar. Theadsorbed fraction was eluted with ethanol to obtain a fraction which wasevaporated to dryness to obtain ˜23 g of solids.

This solid was dissolved in 10% ethanolic aqueous solution (500 mL)followed by solvent extraction with diethyl ether to obtain the desiredFraction-1. Fraction 1 was analysed to contain 25 weight % Butein. TheFraction-1 was evaporated to dryness to obtain ˜8 g of solid powder.

Fraction 2:

The remaining aqueous extract (500 mL) was further solvent extractedwith ethyl acetate and then with butanol to obtain a Fraction-2 whichwas analysed to contain 15 weight % monospermoside.

The ability of the fractions of Butea monosperma to stabilize Parsol1789 (4-tert.-butyl-4′-methoxydibenzoylmethane) was measured incomparison to a well known commercial stabilizer (Octocrylene) using themethod below:

The method was based on spotting the HPTLC plates (in duplicate) withthe sunscreen molecules of interest along with potential quenchermolecules or formulations. The plate is then exposed to UVR (intensity5.5 mW/cm²) for 120 minutes. Following this the chromatographicseparation was carried out using appropriate solvent system.

Densitometry analysis is done to determine the amount of sunscreendegraded. Stock solutions were prepared in methanol following the ratiosas mentioned in the following table. 14 μL of stock solutions wereloaded (3 mm width; 16 mm separation) on a 10×10 cm F254 HPTLC plate,using CAMAG LINOMAT 5 applicator equipped with a 100 μL micro-syringe(Hamilton, Switzerland). Ascending chromatography was performed at adistance of 85 mm in a TLC chamber using n-hexane-ethyl acetate 9:1(v/v) as the mobile phase (˜10 mL). The plates were dried at roomtemperature and subjected to ultraviolet absorption densitometry scan.The concentration dependent fluorescent bands due to presence ofsunscreens were detected with a linear scan at 310 or 357 nm, usingCamag TLC Scanner 3, in the presence of deuterium source. Slit width of8×0.4 mm and scanning rate of 20 mm s⁻¹ were maintained during eachdensitometry scan. Parsol 1789 concentrations present on each lane weredetermined from densitogram peak areas; prior and after the sun exposureusing Win CATS Planar chromatography manager software.

The data on the stability of the various compositions are presented inthe following table-1:

TABLE 1 Example Mean % No. Samples stability 1 Parsol 1789 (400 ppm) 562 Parsol 1789 (400 ppm) + Parsol MCX (400 ppm) 23 3 Parsol 1789 (400ppm) + Octocrylene (400 ppm) 75 4 Parsol 1789 (400 ppm) + Fraction - 1(1200 ppm) 81 containing 25% Butein 5 Parsol 1789 (400 ppm) + Fraction -2 (1200 ppm) 90 containing 15% Monospermoside

Parsol MCX is 2-ethyl-hexyl-4-methoxy cinnamate.

Octocrylene is 2-Ethylhexyl-2-cyano-3,3-diphenylacrylate

The data in Table-1 indicates that Parsol 1789 is highly unstable(Example-1) especially in the presence of Parsol MCX (Example-2).Commercially available stabilizer Octocrylene (Example-3) enhances thestability but the stabilisers as per the present invention are vastlysuperior (Examples 4 and 5).

Example 6-11 Parsol 1789 Stabilized with Pure Compounds (VariousFlavanoids Including Those Present in Butea monosperma)

Various pure compounds like butrin, isomonospermoside, isobutein, buteinand monospermoside present in extract of Butea monosperma were testedfor stability of Parsol 1789. Further one other commonly known flavanoidquercetin was also tested. The stability was measured similar to themethod used for examples 1 to 5. The data is summarized in Table-2 alongwith data for Examples 1 to 3.

The structures of the various compounds is given below:

TABLE 2 Example Mean % No. Samples stability 1 Parsol 1789 (400 ppm) 562 Parsol 1789 (400 ppm) + Parsol MCX (400 ppm) 23 3 Parsol 1789 (400ppm) + Octocrylene (400 ppm) 75 6 Parsol 1789 (400 ppm) + Butrin (1200ppm) 67 7 Parsol 1789 (400 ppm) + 68 Isomonospermodide (1200 ppm) 8Parsol 1789 (400 ppm) + 31 Isobutein - (1:4) (1200 ppm) 9 Parsol 1789(400 ppm) + 69 Quercetin (400 ppm) 10 Parsol 1789 (400 ppm) + 83Monospermoside (1200 ppm) 11 Parsol 1789 (400 ppm) + 91 Butein (1200ppm)

The data in Table-2 above indicates that compounds as per the presentinvention (Example 10 and 11) are vastly superior to other flavanoidswhich are commonly known.

Examples 12 and 13 Use of the Stabilizers of the Invention inOil-in-Water Emulsion Sunscreen Composition as Compared to Water-in-OilEmulsion

A oil-in-water emulsion sunscreen composition as shown in Table-3 belowwas prepared.

TABLE 3 Example 12, wt % Hystric acid 17.0 Isopropyl myristate 1.6Parsol 1789 1.2 Parsol MCX 2.2 Fraction-1 (~25 wt % Butein) 1.5 Phenoxyethanol 4.4 Glycerine 1.0 KOH (85%) 0.6 Dimethicone 0.5 Water To 100

Hystric acid is a fatty acid mixture containing 45% stearic acid and 55%palmitic acid.

This composition was stored at room temperature (˜25° C.) for 30 days. %Butein present in the extract was quantified before and after thestorage. It was observed that there was about 70% loss of butein in thecomposition due to chemical transformation on storage.

An water-in-oil sunscreen composition as shown in Table 4 below wasprepared:

TABLE 4 Example 13, wt % EL 8051 40.0 5225C 10.0 Parsol 1789 1.2 ParsolMCX 2.2 Fraction-1 (~25 wt % Butein) 1.5 Propylene Carbonate 6 Water To100 * Polymer EL8051: is Isodecyl neopentanoate and dimethicone/bisisobutyl PPG-20 cross polymer available from Dow Corning. ** Silicone5225C is a Cyclopentasiloxane and PEG/PPG-18/18 dimethicone polymer.

This above composition was stored at room temperature (−25° C.) for 30days. % Butein present in the extract was quantified before and afterthe storage. It was observed that there was about 90% stability ofbutein in the formulation after 30 days of storage.

Quantification of Photostability of Compositions

The compositions as per Example 12 and 13 above were applied (˜2 mg/cm²)on four clean glass plates to generate thin films of uniform thickness.Out of these, three plates were exposed to Atlas solar simulatedradiations (UVA flux, 5.5 mW/cm²). One plate was removed after 30, 60and 120 minutes of UV exposure, each. Fourth plate was kept un-exposedwhich served as the control sample. Subsequent to completion of theabove protocol, all four films of the cream were separately dissolved insuitable HPLC grade methanol. The UVA sunscreen (4-t-butyl,4′-methoxydibenzoylmethane) quantification was done using Perkin ElmerUV/Visible Spectrometer. The absorbance at a scanning range of 200-800nm was measured for each solution, using quartz cuvette, and respectiveblank solutions spectrometer. From the spectrum the % of UV-A compoundi.e. Parsol-1789 remaining was read at various times (for arepresentative wavelength i.e. 355 nm) and summarized in Table-5 below.

TABLE 5 % UVA remaining after Example-12 Example 13 30 minutes 47 87 60minutes 26 66 120 minutes  11 43

The data presented in the Table above along indicates that the abilityof butein to stabilize Parsol 1789 is superior in water-in-oil emulsions(Example 13) as compared to oil-in-water emulsions (Example 12).

Examples 14-16 Stability of Parsol-1789 in Various UV-A and UV-BContaining Water-in-Oil Emulsion Sunscreen Compositions

Photoprotective personal care compositions in water-in-oil emulsioncompositions were prepared as shown in Table-6.

TABLE 6 Example 14, Example 15, Example 16, wt % wt % wt % EL 8051 40 4040 5225C 10 10 10 Parsol 1789 1.2 1.2 1.2 Parsol MCX 2.2 2.2 2.2Fraction-1 (~25 wt % Butein) — 1.5 — Octocrylene — — 1.5 PropyleneCarbonate 6 6 6 Water To 100 To 100 To 100

The photostability of the various compositions of Table-6 was measuredusing the same procedure as used for Example 13 and are summarized inTable-7 below:

TABLE 7 % UVA remaining after Example 14 Example 15 Example 16 30minutes 62 81 55 60 minutes 30 69 29 120 minutes  21 39 12

The data in above Table-7 indicates that composition as per theinvention (Example-15 provides for improved photostability as comparedto a composition without butein (Example 14) or a composition with awell known UV-A stabilizer, Octocrylene (Example-16).

Example 17 Hair Care Composition

A hair care composition, as per the invention, as shown in Table-8, wasmade in the form of a hair styling gel. Aristoflex AVC (cationiccopolymer) was dissolved in water using a homogenizer. Parsol 1789 andbutea extract were separately dissolved in propylene carbonate. Theabove two mixtures were then mixed and homogenized by using a high speedhomogenizer.

TABLE 8 Ingredients Percentage Water To 100 Aristoflex AVC (cationicpolymer) 1.2 Propylene carbonate (oil phase) 9 Parsol 1789 ™ 1.2Fraction-1 (~25 wt % Butein) 1.2

1. A photostable sunscreen composition comprising (i) 0.1 to 10% byweight of dibenzoylmethane or its derivative; (ii) 0.1 to 10% by weightof a chalcone compound of the formula:

where R1 is selected from a H atom, a glucose unit,

or an isoprene unit; R2 is selected from a H atom or a glucose unit; R3and R4 are each independently selected from a H atom or an aryl group;and (iii) a cosmetically acceptable base.
 2. A composition as claimed inclaim 1 wherein R3 and R4 are each a H atom.
 3. A composition as claimedin claim 1 wherein said chalcone compound is selected from butein whereR1, R2, R3 and R4 are each a H atom; or monospermoside where R1 is aglucose unit and R2, R3 and R4 are each a H atom.
 4. A composition asclaimed in claim 1 additionally comprising a UV-B organic sunscreenselected from cinnamic acid, salicylic acid, diphenyl acrylic acid orderivatives thereof.
 5. A composition as claimed in claim 4 wherein saidUV-B sunscreen is 2-ethyl-hexyl-4-methoxy cinnamate.
 6. A composition asclaimed in claim 4 wherein said UVB organic sunscreen is present in 0.1to 10% by weight of the composition.
 7. A composition as claimed inclaim 1 wherein said cosmetically acceptable base is a water-in-oilemulsion.
 8. A composition as claimed in claim 7 comprising a non-ionicsurfactant having an HLB value of at most
 6. 9. A composition as claimedin claim 1 wherein said chalcone is present as an extract of the plantButea monosperma.
 10. A composition as claimed in claim 9 wherein saidextract is prepared by a process comprising the steps of (a) extractingflowers of Butea monosperma with water at a temperature in the range of20 to 40° C.; (b) concentrating the aqueous extract to dryness toprepare a dry powder; (c) dissolving the dry powder in a hydroalcoholicsolution; (d) extracting the desired extract with diethyl ether.
 11. Amethod of stabilizing a dibenzoylmethane or its derivative by includinga chalcone compound of the formula:

where R1 is selected from a H atom, a glucose unit,

or an isoprene unit; R2 is selected from a H atom or a glucose unit; R3and R4 are each independently selected from a H atom or an aryl group;in a sunscreen composition comprising the dibenzoylmethane or itsderivative.